Palladium(II)-Catalyzed ortho-CH Arylation/Alkylation of N-Benzoyl α-Amino Ester Derivatives

The palladium‐catalyzed arylation/alkylation of ortho‐CH bonds in N‐benzoyl α‐amino ester derivatives is described. In such a system both the NH‐amido and the CO2R groups in the α‐amino ester moieties play a role in successful CH activation/CC bond formation using iodoaryl coupling partners. A wide variety of functional groups and electron‐rich/deficient iodoarenes are tolerated. The yields obtained range from 20 to 95 %. CH activation: The transformation of N‐benzoyl amino acid ester derivatives (Gly, Asp) has been studied, in which the ortho‐CH activation/CC bond formation was achieved by using the synergistic system Pd(OAc)2/AgOAc and halide compounds as coupling partners in t‐Amyl‐OH under air (see scheme).